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Freeport

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Freeport Flights as Low as $100

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$100 Roundtrip, found 7 hours ago
$100
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $100 found 7 hours ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$143 Roundtrip, found 20 hours ago
$143
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $143 found 20 hours ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$148 Roundtrip, found 20 hours ago
$148
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $148 found 20 hours ago
Frontier Airlines
Sat, Aug 23 - Sat, Aug 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Aug 23 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 30, priced at $155 found 3 days ago
Breeze Airways
Wed, Aug 20 - Wed, Aug 27
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 20 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $157 found 2 days ago
Breeze Airways
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$159 Roundtrip, found 7 hours ago
$159
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $159 found 7 hours ago
Breeze Airways
Wed, Aug 20 - Wed, Aug 27
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 20 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $162 found 2 days ago
Breeze Airways
Wed, Aug 20 - Wed, Aug 27
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 20 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $167 found 2 days ago
American Airlines
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 9 hours ago
$199
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $199 found 9 hours ago
United
Wed, Sep 3 - Sat, Sep 6
ORD
O'Hare Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 3 from O'Hare Intl. to Portland Intl. Jetport, returning Sat, Sep 6, priced at $199 found 3 days ago
Delta
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 9 hours ago
$217
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $217 found 9 hours ago
JetBlue Airways
Sun, Sep 7 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $224 found 1 day ago
American Airlines
Fri, Aug 15 - Sat, Aug 23
CID
Eastern Iowa
PWM
Portland Intl. Jetport
$287 Roundtrip, found 2 days ago
$287
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Aug 15 from Eastern Iowa to Portland Intl. Jetport, returning Sat, Aug 23, priced at $287 found 2 days ago
American Airlines
Tue, Aug 12 - Tue, Aug 19
ORD
O'Hare Intl.
AUG
Augusta State
$354 Roundtrip, found 15 hours ago
$354
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Aug 12 from O'Hare Intl. to Augusta State, returning Tue, Aug 19, priced at $354 found 15 hours ago
JetBlue Airways
Sat, Oct 11 - Mon, Oct 13
MCO
Orlando Intl.
AUG
Augusta State
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Oct 11 from Orlando Intl. to Augusta State, returning Mon, Oct 13, priced at $368 found 1 day ago
American Airlines
Wed, Aug 20 - Sat, Aug 30
CID
Eastern Iowa
AUG
Augusta State
$520 Roundtrip, found 3 days ago
$520
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 20 from Eastern Iowa to Augusta State, returning Sat, Aug 30, priced at $520 found 3 days ago

Cheap Flights to Freeport

Fall in love at first flight with your vacation to Freeport by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Freeport on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Freeport, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Freeport

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Freeport with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the AUG airport.

What is the cheapest month to fly to Freeport?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Freeport are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Freeport?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Freeport.

What airport is best to fly into Freeport?

When you’re planning your trip to Freeport, convenience is the name of the game. Luckily, Freeport Auburn - Lewiston Municipal Airport is nearby so you can deplane and get going on checking off everything on your Freeport must-do list.

How much are flights to Freeport?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Freeport on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $100, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Freeport?

The trick to saving a stack of cash on your flight to Freeport? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $100 right now, why wait?

Freeport Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$99

Last Minute Hotel Deals in Freeport

Casco Bay Inn

Casco Bay Inn

2 out of 5
107 US Route 1, Freeport, ME
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (1,015 reviews)
"Decent place in the middle of renovations. I expect it will be wonderful when complete."

Reviewed on Jul 22, 2025

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Casco Bay Inn
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
31 US Route 1, Freeport, ME
Stay at this 3-star hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,008 reviews)
"Room was fine, we had and saw other with key problems."

Reviewed on Jul 24, 2025

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Best Western Freeport Inn
The Harraseeket Inn & Event House

The Harraseeket Inn & Event House

3.5 out of 5
162 Main St, Freeport, ME
Stay at this 3.5-star business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (736 reviews)
"Loved the Harrasseeket Inn. Such charm! It was so quaint ! We enjoyed our stay very much! The restaurant for dinner was very good. Disappointed in the continental breakfast however but loved the tea time, s’’mores & indoor pool! We’d definitely visit again!"

Reviewed on Jul 22, 2025

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The Harraseeket Inn & Event House
The Freeport Hotel, Ascend Hotel Collection

The Freeport Hotel, Ascend Hotel Collection

2 out of 5
506 Us Route 1, Freeport, ME
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,012 reviews)
"Friendly staffs"

Reviewed on Jul 23, 2025

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The Freeport Hotel, Ascend Hotel Collection
SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick

2 out of 5
500 US-1, Freeport, ME
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (126 reviews)
"Very Clean and lovely customer service!"

Reviewed on Jul 14, 2025

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SpringHill Suites by Marriott Freeport Brunswick
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
450 U.S. Route 1, Freeport, ME
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,008 reviews)
Zippy
"Quick overnight"

Reviewed on Jul 22, 2025

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Holiday Inn Express Hotel & Suites Freeport by IHG
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3 out of 5
5 Park St, Freeport, ME
Stay at this 3-star business-friendly hotel in Freeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
9/10 Wonderful! (1,000 reviews)
"Excellent location. Quiet. Clean"

Reviewed on Jul 9, 2025

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Hilton Garden Inn Freeport Downtown
Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick

2.5 out of 5
194 Lower Main St, Freeport, ME
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,009 reviews)
"Clean"

Reviewed on Jul 23, 2025

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Hampton Inn Freeport/Brunswick
See all 1,863 properties in Freeport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.